KR102614971B1 - 이중 공급 파라-자일렌 분리 - Google Patents
이중 공급 파라-자일렌 분리 Download PDFInfo
- Publication number
- KR102614971B1 KR102614971B1 KR1020217040154A KR20217040154A KR102614971B1 KR 102614971 B1 KR102614971 B1 KR 102614971B1 KR 1020217040154 A KR1020217040154 A KR 1020217040154A KR 20217040154 A KR20217040154 A KR 20217040154A KR 102614971 B1 KR102614971 B1 KR 102614971B1
- Authority
- KR
- South Korea
- Prior art keywords
- stream
- xylene
- para
- toluene
- effluent
- Prior art date
Links
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 title claims abstract description 251
- 238000000926 separation method Methods 0.000 title claims abstract description 75
- 230000009977 dual effect Effects 0.000 title description 2
- 238000005194 fractionation Methods 0.000 claims abstract description 40
- 238000000034 method Methods 0.000 claims abstract description 38
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 168
- 230000011987 methylation Effects 0.000 claims description 51
- 238000007069 methylation reaction Methods 0.000 claims description 51
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 42
- 239000008096 xylene Substances 0.000 claims description 42
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 30
- 230000002152 alkylating effect Effects 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 abstract description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 24
- 125000003118 aryl group Chemical group 0.000 description 17
- 239000000047 product Substances 0.000 description 17
- 229930195733 hydrocarbon Natural products 0.000 description 14
- 150000002430 hydrocarbons Chemical class 0.000 description 14
- 238000010555 transalkylation reaction Methods 0.000 description 14
- 238000006317 isomerization reaction Methods 0.000 description 13
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 10
- 239000003054 catalyst Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 238000012544 monitoring process Methods 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 229910021536 Zeolite Inorganic materials 0.000 description 4
- 239000003463 adsorbent Substances 0.000 description 4
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 238000002407 reforming Methods 0.000 description 4
- 239000010457 zeolite Substances 0.000 description 4
- 230000000274 adsorptive effect Effects 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 238000004523 catalytic cracking Methods 0.000 description 3
- 238000001833 catalytic reforming Methods 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000003738 xylenes Chemical class 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000020335 dealkylation Effects 0.000 description 2
- 238000006900 dealkylation reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 230000006870 function Effects 0.000 description 2
- 239000003502 gasoline Substances 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- -1 polyethylene terephthalate Polymers 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- 238000013481 data capture Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000000895 extractive distillation Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000002803 fossil fuel Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000002352 steam pyrolysis Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000004227 thermal cracking Methods 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/09—Purification; Separation; Use of additives by fractional condensation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
- C07C2/862—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only oxygen as hetero-atoms
- C07C2/864—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only oxygen as hetero-atoms the non-hydrocarbon is an alcohol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
- B01D3/143—Fractional distillation or use of a fractionation or rectification column by two or more of a fractionation, separation or rectification step
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/34—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances
- B01D3/343—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances the substance being a gas
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/02—Monocyclic hydrocarbons
- C07C15/067—C8H10 hydrocarbons
- C07C15/08—Xylenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/76—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation of hydrocarbons with partial elimination of hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
- C07C6/126—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of more than one hydrocarbon
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/12—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16/408,807 | 2019-05-10 | ||
| US16/408,807 US20200354293A1 (en) | 2019-05-10 | 2019-05-10 | Process and apparatus for dual feed para-xylene separation |
| PCT/US2020/031419 WO2020231671A1 (en) | 2019-05-10 | 2020-05-05 | Process and apparatus for dual feed para-xylene separation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20220007119A KR20220007119A (ko) | 2022-01-18 |
| KR102614971B1 true KR102614971B1 (ko) | 2023-12-15 |
Family
ID=73046738
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020217040154A KR102614971B1 (ko) | 2019-05-10 | 2020-05-05 | 이중 공급 파라-자일렌 분리 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20200354293A1 (zh) |
| JP (1) | JP7372346B2 (zh) |
| KR (1) | KR102614971B1 (zh) |
| CN (1) | CN113840816A (zh) |
| WO (1) | WO2020231671A1 (zh) |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6958425B1 (en) * | 2003-06-13 | 2005-10-25 | Uop Llc | Aromatics transalkylation to ethylbenzene and xylenes |
| SG189261A1 (en) * | 2010-10-29 | 2013-05-31 | Exxonmobil Chem Patents Inc | Process for the production of paraxylene |
| WO2012078373A2 (en) * | 2010-12-10 | 2012-06-14 | Exxonmobil Chemical Patents Inc. | Method and apparatus for obtaining aromatics from diverse feedstock |
| WO2012170336A2 (en) * | 2011-06-10 | 2012-12-13 | Exxonmobil Chemical Patents Inc. | Production of para-xylene |
| BR112015008035A2 (pt) * | 2012-10-10 | 2017-07-04 | Gtc Technology Us Llc | processos e sistemas para obtenção de aromáticos a parti de craqueamento catalítico de hidrocarbonetos |
| US20150094507A1 (en) * | 2013-09-27 | 2015-04-02 | Uop Llc | Apparatuses and methods for isolating c8 aromatics |
| KR101917491B1 (ko) | 2014-06-30 | 2018-11-09 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 크실렌의 제조 방법 |
| US9302953B2 (en) * | 2014-06-30 | 2016-04-05 | Exxonmobil Chemicals Patents Inc. | Process for the production of xylenes |
| CN106458794B (zh) * | 2014-06-30 | 2020-02-14 | 埃克森美孚化学专利公司 | 制备二甲苯的方法 |
| KR101920578B1 (ko) * | 2014-08-15 | 2018-11-20 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 방향족 화합물의 제조 방법 |
| US10011538B2 (en) * | 2014-10-27 | 2018-07-03 | Exxonmobil Chemical Patents Inc. | Method of making aromatic hydrocarbons |
| US20170073285A1 (en) * | 2015-09-10 | 2017-03-16 | Uop Llc | Processes and apparatuses for toluene methylation in an aromatics complex |
| US10059641B2 (en) * | 2015-09-25 | 2018-08-28 | Exxonmobil Chemical Patents Inc. | Conversion of non-aromatic hydrocarbon |
| KR102093305B1 (ko) * | 2015-12-16 | 2020-03-26 | 유오피 엘엘씨 | 방향족 콤플렉스에서의 올레핀 포화를 위한 방법 및 장치 |
| KR102159219B1 (ko) * | 2015-12-16 | 2020-09-23 | 유오피 엘엘씨 | 아로마틱 콤플렉스에서의 톨루엔 메틸화 방법 및 장치 |
| US10023509B2 (en) * | 2016-09-30 | 2018-07-17 | Uop Llc | Processes and apparatuses for production of aromatic products |
-
2019
- 2019-05-10 US US16/408,807 patent/US20200354293A1/en not_active Abandoned
-
2020
- 2020-05-05 JP JP2021566588A patent/JP7372346B2/ja active Active
- 2020-05-05 KR KR1020217040154A patent/KR102614971B1/ko active IP Right Grant
- 2020-05-05 CN CN202080037022.9A patent/CN113840816A/zh active Pending
- 2020-05-05 WO PCT/US2020/031419 patent/WO2020231671A1/en active Application Filing
Also Published As
| Publication number | Publication date |
|---|---|
| JP2022532881A (ja) | 2022-07-20 |
| JP7372346B2 (ja) | 2023-10-31 |
| KR20220007119A (ko) | 2022-01-18 |
| WO2020231671A1 (en) | 2020-11-19 |
| CN113840816A (zh) | 2021-12-24 |
| US20200354293A1 (en) | 2020-11-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| E701 | Decision to grant or registration of patent right | ||
| GRNT | Written decision to grant |